2-ethylbutyl((2-((4-(2,4-dimethoxypyrimidin-5-yl)-1H-imidazol-1-yl)methoxy)ethoxy)-(phenoxy)-phosphoryl)alaninate

ID: ALA4779852

PubChem CID: 162662411

Max Phase: Preclinical

Molecular Formula: C26H37N6O7P

Molecular Weight: 576.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(CC)COC(=O)[C@H](C)NP(=O)(OCCOCn1cc(-c2cnc(N)nc2OC)cn1)Oc1ccccc1

Standard InChI:  InChI=1S/C26H37N6O7P/c1-5-20(6-2)17-37-25(33)19(3)31-40(34,39-22-10-8-7-9-11-22)38-13-12-36-18-32-16-21(14-29-32)23-15-28-26(27)30-24(23)35-4/h7-11,14-16,19-20H,5-6,12-13,17-18H2,1-4H3,(H,31,34)(H2,27,28,30)/t19-,40?/m0/s1

Standard InChI Key:  IDHALMMKYDOEIZ-UGNJTSMOSA-N

Molfile:  

 
     RDKit          2D

 40 42  0  0  0  0  0  0  0  0999 V2000
   29.4125   -2.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8838   -3.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1709   -4.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9863   -4.4140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5139   -3.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2240   -3.0011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0686   -3.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7027   -2.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8864   -2.7427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7477   -3.5560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4783   -3.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0082   -3.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3217   -3.4643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5822   -3.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8957   -3.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1562   -3.7385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3278   -3.9076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1253   -2.0915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6514   -1.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4697   -3.2811    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.7302   -3.6469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0437   -3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3042   -3.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6177   -3.0977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8782   -3.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1917   -3.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4522   -3.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2513   -4.3785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7657   -2.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2446   -2.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5580   -1.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5485   -4.0993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2993   -4.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3752   -5.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1252   -5.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7977   -5.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7154   -4.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9653   -3.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4625   -2.4541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0966   -2.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  2  7  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  5 17  1  0
  1 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 23 28  2  0
 27 29  1  0
 26 30  1  0
 30 31  1  0
 20 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 33  1  0
 20 39  2  0
 22 40  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4779852

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 576.59

Molecular Weight (Monoisotopic): 576.2461

AlogP: 4.07

#Rotatable Bonds: 17

Polar Surface Area: 161.94

Molecular Species: NEUTRAL

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.24

CX Basic pKa: 4.54

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.13

Np Likeness Score: -0.54

References

1. Thames JE,Waters CD,Valle C,Bassetto M,Aouadi W,Martin B,Selisko B,Falat A,Coutard B,Brancale A,Canard B,Decroly E,Seley-Radtke KL.  (2020)  Synthesis and biological evaluation of novel flexible nucleoside analogues that inhibit flavivirus replication in vitro.,  28  (22): [PMID:33128910] [10.1016/j.bmc.2020.115713]

Source

Source(1):

• Scientific Literature